Montingegnoli Holiday Rentals

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Our top choices for Montingegnoli holiday rentals

Apartment in Roccastrada

Country House il Ciliegio
9.2 out of 10, Wonderful, (7)
"It was a very pleasant stay, a warm welcome. A beautiful location surrounded by nature."
Netherlands
Maaike
The price is AU$120
includes taxes & fees
10 Jan - 11 Jan 2026
Country House il Ciliegio

Townhouse in Siena City Centre

B&B Il Corso
9.8 out of 10, Exceptional, (191)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso

Townhouse in Siena City Centre

Siena Vip
9.2 out of 10, Wonderful, (421)
"A great location!"
Canada
Cheryl
Siena Vip

Townhouse in Sovicille

Casa di Campagna in Toscana
9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
Casa di Campagna in Toscana

Aparthotel in Sovicille

Tuscasì Aparthotel
9.2 out of 10, Wonderful, (25)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AU$121
includes taxes & fees
11 Dec - 12 Dec
Tuscasì Aparthotel

Townhouse in Siena City Centre

PALAZZO DEL PAPA
9.6 out of 10, Exceptional, (96)
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is AU$209
includes taxes & fees
12 Dec - 13 Dec
PALAZZO DEL PAPA

Townhouse in Siena

Il Pozzo di Sant'Andrea
9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea

Residence in Siena City Centre

Il Battistero Siena - Residenza d'Epoca
9.6 out of 10, Exceptional, (191)
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca

Apartment in Siena

ApartHotel Anghel
8.4 out of 10, Very good, (334)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel

Residence in Siena City Centre

La Terrazza Sul Campo Rooming House
9.8 out of 10, Exceptional, (239)
"Huge room! Great location "
Canada
karen
La Terrazza Sul Campo Rooming House

Aparthotel in Siena

La Coroncina Lodging
10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is AU$152
includes taxes & fees
14 Dec - 15 Dec
La Coroncina Lodging

Townhouse in Siena City Centre

Al Mercato B&B
9.0 out of 10, Wonderful, (96)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is AU$130
includes taxes & fees
14 Dec - 15 Dec
Al Mercato B&B

Townhouse in Siena City Centre

Palazzo Masi
8.8 out of 10, Excellent, (84)
"Very friendly and attentive, a very clean place and its location is excellent. "
United States
Gloria
The price is AU$165
includes taxes & fees
1 Jan - 2 Jan 2026
Palazzo Masi

Townhouse in San Gimignano City Centre

Palazzo al Torrione 2
9.2 out of 10, Wonderful, (107)
"Truly a gem! Our room was beautiful with a lovely view. It is very close to the main road and restaurants. Definitely opt in for the breakfast it was absolutely delicious. "
United States
Leasly
The price is AU$208
includes taxes & fees
15 Dec - 16 Dec
Palazzo al Torrione 2

Townhouse in Siena City Centre

B&B Dei Rossi
8.2 out of 10, Very good, (18)
"Wonderful stay. Large room, shared kitchen and great location to shops and restaurants. A lot of stairs, but it comes with a beautiful view. "
Canada
Alana
The price is AU$135
includes taxes & fees
11 Dec - 12 Dec
B&B Dei Rossi

Townhouse in Petriccio

Villa le Camelie Siena
8.6 out of 10, Excellent, (8)
"Nice for the price. Would stay there again."
United States
Mark
The price is AU$157
includes taxes & fees
11 Dec - 12 Dec
Villa le Camelie Siena

Townhouse in Ravacciano

Domus il Palio B&B
9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B

Residence in Siena City Centre

Residenza d'Epoca Palazzo Borghesi
9.6 out of 10, Exceptional, (116)
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is AU$319
includes taxes & fees
6 Jan - 7 Jan 2026
Residenza d'Epoca Palazzo Borghesi

Apartment in Siena City Centre

Regis Condo
9.4 out of 10, Exceptional, (65)
"This was one of our favorite stays in Italy. It was spacious, clean, and in a great part of the city."
United States
Ben
Regis Condo

Cottage in Siena

Fullino Nero
9.6 out of 10, Exceptional, (49)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is AU$169
includes taxes & fees
10 Jan - 11 Jan 2026
Fullino Nero
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montingegnoli Hotel Reviews

Find out more about Montingegnoli

Everything you need to know about Montingegnoli holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Montingegnoli holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Montingegnoli holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Montingegnoli holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Montingegnoli. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Montingegnoli holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Montingegnoli holiday rentals we have selected for you start as low as AU$121 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Montingegnoli rentals

At Expedia, we put the best Montingegnoli holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Montingegnoli rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Montingegnoli holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Montingegnoli. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Montingegnoli?

Yes, there are holiday rentals close to the most popular sights in Montingegnoli, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montingegnoli has to offer?

Villa with large garden in the Chianti hills: This holiday home rental outside of Montingegnoli is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of books.

What’s there to see and do in Montingegnoli?

While exploring the area, visit family-friendly sights like Terre di Vini, or get outside and enjoy nature at Val di Merse. In the wider area, you’ll find Abbazia di San Galgano and Alta Val d'Elsa River Park.

What’s a holiday rental in Montingegnoli like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Montingegnoli. Holiday rentals feature extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.